Product Name

Simvastatin

CAS Number

79902-63-9

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Product Name:
Simvastatin
CAS Number:
79902-63-9
Indication:
For the treatment of hypercholesterolemia.
Mode of Action:

The 6-membered lactone ring of simvastatin is hydrolyzed in vivo to generate the beta, delta-dihydroxy acid, an active metabolite structurally similar to HMG-CoA (hydroxymethylglutaryl CoA). Once hydrolyzed, simvastatin competes with HMG-CoA for HMG-CoA reductase, a hepatic microsomal enzyme. Interference with the activity of this enzyme reduces the quantity of mevalonic acid, a precursor of cholesterol.

Pharmacodynamics:

Simvastatin, the methylated form of lovastatin, is an oral antilipemic agent which inhibits HMG-CoA reductase. simvastatin is used in the treatment of primary hypercholesterolemia and is effective in reducing total and LDL-cholesterol as well as plasma triglycerides and apolipoprotein B.

Metabolism:

Hepatic, simvastatin is a substrate for CYP3A4.

IUPAC:
(1S, 3R, 7S, 8S, 8aR)-8-{2-[(2R, 4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3, 7-dimethyl-1, 2, 3, 7, 8, 8a-hexahydronaphthalen-1-yl 2, 2-dimethylbutanoate
ATC:
C10AA01
PubChem:
54454
DrugBank:
DB00641 (APRD00104)
Formula:
C22H30N2O5S2
Molecular Mass:
418.5662
Synonyms:
Simvastatin [Usan:Ban:Inn] Simvastatina [Spanish] Simvastatine [French] Simvastatinum [Latin]
SMILES:
[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)C(C)(C)CC
AHFS Code:
24:06.1
InChi:
RYMZZMVNJRMUDD-HGQWONQESA-N
General Reference:
General Reference:

 

  1. Wolozin B, Wang SW, Li NC, Lee A, Lee TA, Kazis LE: Simvastatin is associated with a reduced incidence of dementia and Parkinsonês disease. BMC Med. 2007 Jul 19;5:20. Pubmed

 

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